使用酸盐作为无酸盐的试剂,便于合成基和基乙烯
Jinli Nie1, Ziqing He1, Sijie Xie1
1Jiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, China.
本研究介绍了一种绿色合成方法,用于 thioethers 使用乙基酸盐 (ROCS2K) 作为 thiol 替代品. 这种方法避免了危险的醇,为有机合成提供了稳定,无味,高效的替代品.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- 纤维乙烯合成对于制药和有机合成至关重要.
- 现有的方法通常使用有恶臭,对空气敏感的醇,导致二硫化物副产品.
- 需要更安全,更稳定,更环保的乙烯合成路径.
研究的目的:
- 开发一种新的,绿色的,高效的方法来合成dialkyl和alkyl aryl thioethers.
- 为了利用一种无味且稳定的硫醇替代物,乙基酸盐 (ROCS2K).
- 建立一个无过渡金属和无基合成协议.
主要方法:
- 采用乙基酸盐 (ROCS2K) 作为一种硫醇替代物.
- 将ROCS2K与基化物或基化物发生反应.
- 在无过渡金属和无基条件下进行反应.
主要成果:
- 成功合成了dialkyl和alkyl aryl thioether衍生物. 这是一次成功的合成.
- 已证明具有广泛的基质范围和良好的功能组耐受性.
- 在 thioether 形成中取得了优异的选择性.
- 反应可能通过酸盐中间体进行.
结论:
- 乙基酸盐 (ROCS2K) 作为一种有效且安全的乙烯替代物,用于乙烯合成.
- 开发的方法简单,绿色,并为传统的基于醇的方法提供了可行的替代方案.
- 该协议为有机合成提供了一个有价值的工具,具有广泛的适用性.
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相关概念视频
Preparation and Reactions of Sulfides
Preparation and Reactions of Thiols
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Electrophilic Addition to Alkynes: Halogenation
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
